House Sitting In Upper East Side Milwaukee
Find a loving house sitter to watch over your pets and your home.

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Top rated Upper East Side house sitters

“We were so happy with Jamie's house sitting, we would ask her to stay with our dogs again in a heartbeat. We have two large (50+lb) dogs - one is very anxious, and the other is standoffish with new people, so I had been hesitant to bring an unknown person in to watch them while we were out of town. Jamie seemed to win them over with ease. During our meet & greet, my anxious dog was climbing up on her and demanding love by the time Jamie sat on the couch. And, partway through the week we were gone, we received a wonderful note from Jamie declaring that our standoffish dog was now accepting belly rubs (a status almost none of our relatives have reached!). Jamie was wonderful with text messages and pictures, and great about reaching out if she had any questions. But the proof is in the pudding - we came home to two amazingly happy, calm dogs, who had spent the week we were gone getting love and peanut butter from a fantastic dog sitter!”


“We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future”



“Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!”


“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”



“Carole and Shannon are fantastic house and pet sitters! My A/C unit began leaking while I was gone and Carole was flexible and helpful with accommodating a repair person on several days. My plants are happy, my Great Dane is thrilled, and I'm so glad they were available!”


“Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!”


“Melissa is genuinely amazing. From the meet and greet to the moment we returned home, I’m so grateful and impressed by her. She kept our boys active and happy (and handled our big puppy so well!) Melissa communicated so well, and we returned to the house just as we left it. Highly recommend Melissa. She really cares about the dogs and making you feel comfortable while you’re away.”


“Adrinne was incredible! She took great care of our dog, Rita, taking her on my walks, to dog-friendly coffee shops, and many snuggles. She sent photos and updates every day. We would highly recommend her and look forward to having her back!”


“Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.”


“Maiah is great and my dogs love her! Rebooking her again!”


“I loved Alyssa's help taking care of my dog Tango. She did everything I asked her to do. She was very responsible and my dog Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.”


“I couldn’t have picked a better place to leave my dog. I needed a last minute dog sitter and luckily for me Camila was available. When we arrived we were welcomed by Camila and her mom and my dog rushed over happily. Their home is lovely and my dog loved the backyard. Camila makes sure to send updates and pics so I knew my dog was having a great time. I can’t thank Camila and her mom enough for helping us short notice and giving my dog a wonderful stay. I would highly recommend them to anyone!”


“Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!”


About: I LOVE DOGS. Their lives are short, and I want to help them enjoy those years with comfort, care, and fun. I have had a dog companion in my life since I was five years old. I especially enjoy caring for high-energy dogs who need regular exercise—I’m always up for long walks, playtime, or outdoor adventures. I also have experience with senior dogs, and I understand the importance of patience, gentle handling, and keeping routines consistent. I’ve successfully trained dogs to potty outside, sit on command, and even walk off-leash. Whether your pup is young and active or older and needs a slower pace, I’ll make sure they’re well cared for while you’re away. I function better with a dog at my side. Dogs help me start my day with purpose—there’s nothing like a good morning walk to get us both moving and ready for breakfast and whatever the day brings. I love building routines that keep dogs active, happy, and well cared for. I work remotely, so my schedule is very flexible and allows me to be fully present for pet care throughout the day. With cats, I understand how much they value consistency. I’m attentive to their morning and evening routines—feeding, cleaning the litter box, and giving them space or affection depending on their mood. I also make time for play and interaction throughout the day, based on each cat’s personality. Communication is everything. I try to make sure I understand each animal's boundaries and needs before providing care, this includes list of allergies and medications.

“Travis was amazing with our dog Lady. Lady doesn't get along with just anybody but Travis and her hit it off right off the bat. He is professional, experienced and respectful. We loved the updates and the photos of Lady while we were away on vacation. We would hire him to watch Lady again in a heartbeat!”



About: I've taken care of multiple friends' dogs for 5 years for them to enjoy trips. I have become the trusted source for them to have less stress on trips knowing their dogs got to stay home and be loved on. My job is very flexible during the day so I can come & go as I need to check in on your dog & then at night be there for snuggles and more walks. I don't prefer pets in my home as it is smaller but at your home I treat it like my own. I aim to make the place look as good, or better than I found it. I will treat your dog how you request whether that's 10 pages of notes or a few simple things. I want your dog to feel like y'all never left but got a new friend instead.

About: My family and I have owned and taken care of animal since the day I was born. I began taking care of dogs and cats about 3 years ago. I have 3 rescue dogs who I love to take to the dog park so they can run around and socialize. I’m very good with anxious dogs, as one of mine has had rough past. I am a student-athlete so I am very busy. One of my favorite things to do to decompress is to go for walks with my fur babies. I’m active and can keep up with just about any shape or size of dog. I wash my dogs about once every two weeks and clip their nails at home. I have a very busy schedule around swim practice and school but I am willing to wake up very early to walk some pets before school. Now that I am in college, I have a much more flexible schedule to work around classes and practice. I have experience with administering medication to dogs and practice safe walking behaviors (always wearing high visibility clothing, correct side of the road, dog on the inside, etc.).

“It was so nice to have Kathryn stay with Autumn while we were away. Kathryn is sweet, responsive and kind. She sent me several pictures during her time with Autumn..”


“My dog and cat seemed to really like Ali. She sent lots of pictures and kept me updated. I really appreciate that she was able to help me out in a pinch with a last-minute holiday booking!”

Loving house sitters in your neighborhood
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Jamie C.


“We were so happy with Jamie's house sitting, we would ask her to stay with our dogs again in a heartbeat. We have two large (50+lb) dogs - one is very anxious, and the other is standoffish with new people, so I had been hesitant to bring an unknown person in to watch them while we were out of town. Jamie seemed to win them over with ease. During our meet & greet, my anxious dog was climbing up on her and demanding love by the time Jamie sat on the couch. And, partway through the week we were gone, we received a wonderful note from Jamie declaring that our standoffish dog was now accepting belly rubs (a status almost none of our relatives have reached!). Jamie was wonderful with text messages and pictures, and great about reaching out if she had any questions. But the proof is in the pudding - we came home to two amazingly happy, calm dogs, who had spent the week we were gone getting love and peanut butter from a fantastic dog sitter!”


Keisha P.Star Sitter

“We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future”




Ashley W.

“Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!”


Addoris D.

“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”




Carole & Shannon C.Star Sitter

“Carole and Shannon are fantastic house and pet sitters! My A/C unit began leaking while I was gone and Carole was flexible and helpful with accommodating a repair person on several days. My plants are happy, my Great Dane is thrilled, and I'm so glad they were available!”


Joanne & Becky J.Star Sitter

“Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!”


Melissa H.Star Sitter

“Melissa is genuinely amazing. From the meet and greet to the moment we returned home, I’m so grateful and impressed by her. She kept our boys active and happy (and handled our big puppy so well!) Melissa communicated so well, and we returned to the house just as we left it. Highly recommend Melissa. She really cares about the dogs and making you feel comfortable while you’re away.”


Adrienne N.Star Sitter

“Adrinne was incredible! She took great care of our dog, Rita, taking her on my walks, to dog-friendly coffee shops, and many snuggles. She sent photos and updates every day. We would highly recommend her and look forward to having her back!”


Jessica Z.Star Sitter

“Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.”


Maiah D.Star Sitter

“Maiah is great and my dogs love her! Rebooking her again!”


Alyssa B.

“I loved Alyssa's help taking care of my dog Tango. She did everything I asked her to do. She was very responsible and my dog Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.”


Camila S.

“I couldn’t have picked a better place to leave my dog. I needed a last minute dog sitter and luckily for me Camila was available. When we arrived we were welcomed by Camila and her mom and my dog rushed over happily. Their home is lovely and my dog loved the backyard. Camila makes sure to send updates and pics so I knew my dog was having a great time. I can’t thank Camila and her mom enough for helping us short notice and giving my dog a wonderful stay. I would highly recommend them to anyone!”


Carrianne L.Star Sitter

“Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!”


Sonia E.
“Sonia is an amazing dog care taker! She has been a reliable and compassionate walker for my baby Ruby for many years. Sonia really spends quality time with Ruby, taking her on adventures during their walk's. Ruby is a Mastif Pitbull and 11 years old. Sonia has grown with Ruby, adjusting to her slowing down over the years. A testament to Sonia’s amazing dog care taking skills is the excitement with which Ruby greets her every time she sees her! I recommend Sonia, she will treat your baby like one of her own. 💖✨”


Travis H.


“Travis was amazing with our dog Lady. Lady doesn't get along with just anybody but Travis and her hit it off right off the bat. He is professional, experienced and respectful. We loved the updates and the photos of Lady while we were away on vacation. We would hire him to watch Lady again in a heartbeat!”




Kelly N.
“Kelly loves dogs, but even more important, dogs love her! She has dog sat for us and many other people. She has been recruited by neighbors and friends because of her love and care for each dog she invests in. Every time she dog sits she falls in love with that dog and breed. She is committed and very responsible.”


Carly P.
“Carly is the best! I am fortunate to have her as a neighbor I can rely on to care for our dog. Many times I have asked her to watch our Golden Retriever while we would be gone for a few days. I know my guy was in great hands; properly cared for & lots of attention. My kids and I recommend Carly! thank you!!”


Kathryn D.Star Sitter

“It was so nice to have Kathryn stay with Autumn while we were away. Kathryn is sweet, responsive and kind. She sent me several pictures during her time with Autumn..”


Ali M.

“My dog and cat seemed to really like Ali. She sent lots of pictures and kept me updated. I really appreciate that she was able to help me out in a pinch with a last-minute holiday booking!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Upper East Side.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Upper East Side house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
